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Unformatted text preview: ot;axial" sticks on the relevant carbons; then draw in "equatorial" sticks on the relevant
• Use the left-most carbon for your first substituted carbon
On the left-most carbon, put your first substituent in on both chairs.
• It should be equatorial in the “right-handed” chair, and axial in the other.
Use "upper/downer" logic to decide whether the second substituent belongs eq or ax on the first
chair (then make it the opposite on the second chair)
• Draw in the H’s on the relavent carbons
Are the two substituents eq/eq, eq/ax, or ax/ax? This will help recognize relative stability
If one subst. is forced axial, the preferred chair has the bigger subst. equatorial
The best cis vs trans isomer has both substituents equatorial.
8. Note: To draw and identify the best cis versus trans, just draw a chair with both groups
equatorial, and then identify whether that is cis or trans(
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- Spring '09
- Organic chemistry